#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/22/2012287.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2012287
loop_
_publ_author_name
'Toscano, Rub\'en A.'
'Hern\'andez-Ortega, Sim\'on'
'Ortiz, Benjam\'in'
'S\'anchez-Obreg\'on, Rub\'en'
'Walls, Fernando'
'Yuste, Francisco'
_publ_section_title
;
Diethyl 2-[cyano(toluene-4-sulfinyl)methylene]propanedioate and its Diels-Alder
adduct with cyclopentadiene
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              1313
_journal_page_last               1315
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C16 H17 N O5 S'
_chemical_formula_sum            'C16 H17 N O5 S'
_chemical_formula_weight         335.37
_chemical_name_common
;
3,3-Diethoxycarbonyl-2-(p-tolylsulfinyl)acrylonitrile
;
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                104.010(10)
_cell_angle_beta                 103.110(10)
_cell_angle_gamma                98.400(10)
_cell_formula_units_Z            2
_cell_length_a                   8.167(2)
_cell_length_b                   8.6660(10)
_cell_length_c                   13.004(2)
_cell_measurement_temperature    293(2)
_cell_volume                     849.8(3)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.311
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_bond_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (12 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2012287
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 .25175(13) .65540(12) .69755(8) .0518(3) Uani d . 1 . . S
O1 .1817(4) .8606(3) 1.0837(2) .0685(9) Uani d . 1 . . O
O2 .3157(6) 1.0563(4) 1.0294(3) .0946(14) Uani d . 1 . . O
O3 .3092(3) .5831(3) .9954(2) .0556(7) Uani d . 1 . . O
O4 .0718(5) .5137(4) .8580(3) .1004(15) Uani d . 1 . . O
O5 .3905(4) .7208(5) .6537(3) .0767(9) Uani d . 1 . . O
N1 .3333(7) 1.0974(5) .7904(3) .0855(13) Uani d . 1 . . N
C1 .2503(5) .9181(4) 1.0148(3) .0519(9) Uani d . 1 . . C
C2 .2387(4) .7831(4) .9133(3) .0412(7) Uani d . 1 . . C
C3 .1949(5) .6093(4) .9182(3) .0452(8) Uani d . 1 . . C
C4 .2620(4) .8155(4) .8222(3) .0420(7) Uani d . 1 . . C
C5 .3033(6) .9770(5) .8097(3) .0550(9) Uani d . 1 . . C
C6 .1877(8) .9777(6) 1.1883(4) .0810(15) Uani d . 1 . . C
H6A .0993 1.0384 1.1763 .097 Uiso d R 1 . . H
H6B .2972 1.0525 1.2175 .097 Uiso d R 1 . . H
C7 .1605(10) .8877(7) 1.2647(4) .104(2) Uani d . 1 . . C
H7A .2517 .8309 1.2794 .125 Uiso d R 1 . . H
H7B .0534 .8094 1.2341 .125 Uiso d R 1 . . H
H7C .1577 .9605 1.3326 .125 Uiso d R 1 . . H
C8 .2809(6) .4244(4) 1.0178(3) .0565(10) Uani d . 1 . . C
H8A .3348 .3503 .9762 .068 Uiso d R 1 . . H
H8B .1600 .3783 .9986 .068 Uiso d R 1 . . H
C9 .3605(7) .4578(5) 1.1399(4) .0679(12) Uani d . 1 . . C
H9A .3165 .5427 1.1803 .082 Uiso d R 1 . . H
H9B .4830 .4928 1.1569 .082 Uiso d R 1 . . H
H9C .3337 .3608 1.1615 .082 Uiso d R 1 . . H
C10 .0531(5) .6851(4) .6183(3) .0458(8) Uani d . 1 . . C
C11 .0547(5) .7569(5) .5346(3) .0551(9) Uani d . 1 . . C
H11 .1611 .7920 .5189 .066 Uiso d R 1 . . H
C12 -.0984(6) .7780(5) .4740(3) .0573(10) Uani d . 1 . . C
H12 -.0984 .8269 .4152 .069 Uiso d R 1 . . H
C13 -.2529(5) .7296(5) .4966(3) .0517(9) Uani d . 1 . . C
C14 -.2517(5) .6545(5) .5804(3) .0524(9) Uani d . 1 . . C
H14 -.3577 .6199 .5967 .063 Uiso d R 1 . . H
C15 -.1006(5) .6301(5) .6403(3) .0507(9) Uani d . 1 . . C
H15 -.1010 .5758 .6964 .061 Uiso d R 1 . . H
C16 -.4191(6) .7583(7) .4343(4) .0769(13) Uani d . 1 . . C
H16A -.4564 .6809 .3625 .092 Uiso d R 1 . . H
H16B -.3984 .8651 .4244 .092 Uiso d R 1 . . H
H16C -.5052 .7482 .4731 .092 Uiso d R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S1 .0493(5) .0563(6) .0473(5) .0172(4) .0169(4) .0035(4)
O1 .101(2) .0473(15) .0623(17) .0093(15) .0489(17) .0034(13)
O2 .174(4) .0405(17) .0628(18) -.002(2) .048(2) .0034(13)
O3 .0528(15) .0447(14) .0660(16) .0030(11) .0054(13) .0244(12)
O4 .102(3) .0561(19) .100(3) -.0224(19) -.040(2) .0302(18)
O5 .0535(17) .114(3) .0644(18) .0209(17) .0306(15) .0127(17)
N1 .129(4) .060(2) .073(2) .004(2) .037(3) .028(2)
C1 .068(2) .041(2) .0422(18) .0112(17) .0122(17) .0065(15)
C2 .0422(17) .0383(17) .0394(16) .0058(14) .0106(14) .0064(13)
C3 .052(2) .0415(18) .0401(17) .0095(16) .0124(16) .0088(14)
C4 .0403(17) .0401(17) .0432(17) .0066(13) .0127(14) .0076(13)
C5 .066(2) .052(2) .0467(19) .0059(18) .0196(18) .0147(17)
C6 .120(4) .060(3) .064(3) .022(3) .047(3) -.003(2)
C7 .175(7) .071(3) .060(3) .005(4) .048(4) .003(2)
C8 .073(3) .0403(19) .060(2) .0130(18) .015(2) .0221(16)
C9 .090(3) .060(3) .061(2) .022(2) .020(2) .028(2)
C10 .0469(19) .0457(18) .0384(16) .0069(15) .0144(14) -.0007(13)
C11 .057(2) .065(2) .0458(19) .0068(19) .0229(17) .0165(17)
C12 .067(3) .067(2) .0424(18) .009(2) .0197(18) .0213(17)
C13 .057(2) .052(2) .0384(17) .0105(17) .0083(16) .0046(15)
C14 .048(2) .061(2) .0474(19) .0041(17) .0162(16) .0144(16)
C15 .051(2) .057(2) .0456(18) .0056(17) .0171(16) .0176(16)
C16 .070(3) .099(4) .061(3) .019(3) .008(2) .031(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 O5 . 1.480(3) y
S1 C10 . 1.803(4) y
S1 C4 . 1.837(3) y
O1 C1 . 1.314(5) y
O1 C6 . 1.473(5) ?
O2 C1 . 1.189(5) y
O3 C3 . 1.295(4) y
O3 C8 . 1.470(4) ?
O4 C3 . 1.182(5) y
N1 C5 . 1.137(5) y
C1 C2 . 1.511(4) y
C2 C4 . 1.330(5) y
C2 C3 . 1.516(5) y
C4 C5 . 1.447(5) y
C6 C7 . 1.439(7) ?
C8 C9 . 1.510(6) ?
C10 C11 . 1.380(5) ?
C10 C15 . 1.392(5) ?
C11 C12 . 1.381(6) ?
C12 C13 . 1.389(6) ?
C13 C14 . 1.397(5) ?
C13 C16 . 1.503(6) ?
C14 C15 . 1.376(5) ?
C6 H6A . .96 ?
C6 H6B . .96 ?
C7 H7A . .96 ?
C7 H7B . .96 ?
C7 H7C . .96 ?
C8 H8A . .96 ?
C8 H8B . .96 ?
C9 H9A . .96 ?
C9 H9B . .96 ?
C9 H9C . .96 ?
C11 H11 . .96 ?
C12 H12 . .96 ?
C14 H14 . .96 ?
C15 H15 . .96 ?
C16 H16A . .96 ?
C16 H16B . .96 ?
C16 H16C . .96 ?